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从具有杀螨和杀线虫活性的阿维链霉菌 NEU1069 中分离和鉴定新型大环内酯类化合物。

Isolation and identification of novel macrocyclic lactones from Streptomyces avermitilis NEAU1069 with acaricidal and nematocidal activity.

机构信息

School of Life Science, Northeast Agricultural University, No. 59 Mucai Street, Xiangfang District, Harbin 150030, People's Republic of China.

出版信息

J Agric Food Chem. 2010 Mar 10;58(5):2710-4. doi: 10.1021/jf902496d.

Abstract

Bioactivity-guided fractionation of Streptomyces avermitilis NEAU1069 fermentation broth was used to isolate and determine the chemical identity of bioactive constituents with acaricidal and nemotocidal activity. The structures of novel compounds 1 and 2 were determined on the basis of spectroscopic analysis, including 1D and 2D NMR as well as HRESI-MS, ESI-MS of spectrometry analysis, UV and IR spectroscopic analyses, and comparison with data from the literature. The acaricidal activities of the isolated compounds against adult mites and mite eggs were evaluated by mortality and unhatched eggs. The nematocidal activity of the isolated compounds against Caenorhabditis elegans was calculated according to the immobilized rates against the total number of tested nematodes. The results indicated that compounds 1 and 2 exhibited potent acaricidal activity against adult mites, with a mortality of >90% at a concentration of 30 microg/mL. However, compounds 1 and 2 showed only weak acaricidal activity against mite eggs, with unhatched mite egg rates of <60% at a concentration of 100 microg/mL. Compound 2, a hydroxylated derivative at C-23 of 1, possessed a high nematocidal activity against C. elegans, with an immobility of >90% at a concentration of 10 microg/mL. These results demonstrate that compounds 1 and 2, especially compound 2, have potential as pesticides with acaricidal and nematocidal activity.

摘要

采用阿维链霉菌 NEU1069 发酵液的生物活性导向分离方法,从发酵液中分离得到具有杀螨和杀线虫活性的生物活性成分,并对其化学结构进行了鉴定。根据光谱分析,包括 1D 和 2D NMR 以及 HRESI-MS、ESI-MS 光谱分析、UV 和 IR 光谱分析,并与文献数据进行比较,确定了化合物 1 和 2 的结构。采用死亡率和未孵化卵率评估了分离得到的化合物对成螨和螨卵的杀螨活性。根据对测试线虫总数的固定率,计算了分离得到的化合物对秀丽隐杆线虫的杀线虫活性。结果表明,化合物 1 和 2 对成螨具有很强的杀螨活性,在 30μg/mL 浓度下,死亡率>90%。然而,化合物 1 和 2 对螨卵的杀螨活性较弱,在 100μg/mL 浓度下,未孵化螨卵率<60%。化合物 2 是 1 在 C-23 位的羟基化衍生物,对 C. elegans 具有很高的杀线虫活性,在 10μg/mL 浓度下,线虫的固定率>90%。这些结果表明,化合物 1 和 2,特别是化合物 2,具有作为具有杀螨和杀线虫活性的农药的潜力。

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